1744 HIGHLAND DR
Valuation
Tax & Assessment
Property Facts
Transaction History(1)
Sales and refinances filed with the county for this home. Not every transfer is a normal sale, so check the type before comparing prices.Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.
District: Freeport School District 145
Neighborhood · ZIP 61032These are comparison scores, not percentages. 100 equals the national average, so 150 means about 50% above average.
Index scale: 100 = US average (tick). Lower is better.
Owner Tools
Data by ATTOM. Valuations are automated estimates, not appraisals. Photos from Google Street View and may not depict the current property state.
How this home compares
1744 Highland Dr measured against every home in its neighborhood, its ZIP code and its county, using county assessor records refreshed nightly. A home can stand out in one of those areas and look ordinary in another, because each one holds a different mix of homes.
- Worth more than 81% of homes in Freeport 61032
- Costs less per square foot than 74% of homes in Freeport 61032
- Bigger than 93% of homes in Freeport 61032
- Has a bigger lot than 76% of homes in Freeport 61032
What homes are worth in Freeport 61032
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 81% of homes in Freeport 61032.
How it measures up in Freeport 61032
The dot is this home. The mark in the middle is the typical home in Freeport 61032.
Pricier than 81% of homes nearby
Pricier than 26% of homes nearby
Bigger than 93% of homes nearby
Bigger than 76% of homes nearby
Newer than 46% of homes nearby
| Measure | This home | Freeport 61032 | Stephenson County |
|---|---|---|---|
| Estimated valuepricier than | $238,688 | 81% of homes | 77% of homes |
| Price per ft²pricier than | $72 | 26% of homes | 32% of homes |
| Living areabigger than | 3,312 ft² | 93% of homes | 89% of homes |
| Lot sizebigger than | 0.55 ac | 76% of homes | 71% of homes |
| Year builtnewer than | 1937 | 46% of homes | 43% of homes |
About 1744 Highland Dr
How much is 1744 Highland Dr, Freeport, IL worth?
The TopHap Estimate for 1744 Highland Dr, Freeport, IL is $238,688 as of Aug 30, 2026. The likely range is $224,438 to $252,938. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 1744 Highland Dr, Freeport, IL last sell?
1744 Highland Dr, Freeport, IL last sold on Jan 3, 2014, according to the county's recorded deed.
How big is 1744 Highland Dr, Freeport, IL?
1744 Highland Dr, Freeport, IL has 4 bedrooms, 4 bathrooms, 3,312 square feet of living space and a 0.55-acre lot.
When was 1744 Highland Dr, Freeport, IL built?
1744 Highland Dr, Freeport, IL was built in 1937, making it 89 years old. The building has 2 stories.
What schools serve 1744 Highland Dr, Freeport, IL?
1744 Highland Dr, Freeport, IL is assigned to Empire Elementary School (elementary), rated D+; Freeport High School (high), rated F; Freeport Middle School (middle), rated D+. All sit in Freeport School District 145. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 1744 Highland Dr, Freeport, IL compare to other homes in Freeport 61032?
Among the 10,790 homes in Freeport 61032, it is worth more than 81% of them ($238,688 against a typical $141,370), its price per square foot is higher than 26% of them ($72 against a typical $94), it is bigger than 93% of them (3,312 ft² against a typical 1,534 ft²), its lot is bigger than 76% of them (0.55 ac against a typical 0.25 ac) and it is newer than 46% of them (1937 against a typical 1949). Measured against all of Stephenson County, it is worth more than 77% of homes there. These shares are recounted nightly from the full county assessor record for each area, not from active listings.
What are the property taxes on 1744 Highland Dr, Freeport, IL?
The 2025 property tax bill for 1744 Highland Dr, Freeport, IL was $7,963. The county assessed it at $68,386.
More homes on Highland Dr
- 1735 Highland Dr$322K4 bd · 2.5 ba · 2,774 ft² · Sold $178K · Mar 2017
- 1752 Highland Dr$335K4 bd · 2.5 ba · 2,966 ft² · Sold $175K · Dec 2016
- 1705 Highland Dr$249K3 bd · 2.5 ba · 1,790 ft² · Sold $133K · Mar 2010
- 1711 Highland Dr$258K3 bd · 2.5 ba · 1,765 ft² · Sold $128K · Mar 2010
- 1779 Highland Dr$301K3 bd · 1.5 ba · 2,172 ft² · Sold $170K · Jul 2009
- 1764 Highland Dr$241K2 bd · 1.5 ba · 1,878 ft² · Sold Jan 1900
- 1720 Highland Dr$289K3 bd · 2 ba · 1,738 ft² · Sold Jan 1900
- 1701 Highland Dr$330K4 bd · 2 ba · 2,885 ft² · Sold Jan 1900
- 1772 Highland Dr$381K5 bd · 3.5 ba · 3,305 ft² · Sold Jan 1900
- 1769 Highland Dr$395K3 bd · 3.5 ba · 2,562 ft² · Sold Jan 1900
- 1753 Highland Dr$406K4 bd · 3.5 ba · 3,598 ft² · Sold Jan 1900
- 1731 Highland Dr$475K4 bd · 3.5 ba · 3,792 ft² · Sold Jan 1900
Closest homes
- 1721 Westwood Ln$375K163 ft · 4 bd · 4.5 ba · 3,278 ft² · Sold Jan 1900
- 1725 W Stephenson St$432K184 ft · 4 bd · 3.5 ba · 3,475 ft² · Sold Jan 1900
- 1720 Highland Dr$289K147 ft · 3 bd · 2 ba · 1,738 ft² · Sold Jan 1900
- 1752 Highland Dr$335K160 ft · 4 bd · 2.5 ba · 2,966 ft² · Sold $175K · Dec 2016
- 1735 Highland Dr$322K233 ft · 4 bd · 2.5 ba · 2,774 ft² · Sold $178K · Mar 2017
- 1731 Highland Dr$475K246 ft · 4 bd · 3.5 ba · 3,792 ft² · Sold Jan 1900
- 1709 Westwood Ln$246K222 ft · 3 bd · 1.5 ba · 2,040 ft² · Sold $129K · Aug 2013
- 1745 W Stephenson St$353K261 ft · 5 bd · 5 ba · 3,840 ft² · Sold $235K · Sep 2004
More homes in Freeport 61032
- 3285 W Forest Rd$594K4 bd · 4.5 ba · 7,663 ft² · Sold $525K · Feb 2025
- 726 N Warren Ave$50K3 bd · 1.5 ba · 900 ft² · Sold $493K · Feb 2025
- 705 N Warren Ave$62K2 bd · 1 ba · 960 ft² · Sold $493K · Feb 2025
- 645 N Brewster Ave$34K2 bd · 1 ba · 558 ft² · Sold $493K · Feb 2025
- 518 N Warren Ave$70K2 bd · 1 ba · 1,318 ft² · Sold $493K · Feb 2025
- 512 N Warren Ave4 bd · 2 ba · 1,554 ft² · Sold $493K · Feb 2025
- 559 N Warren Ave$52K1 bd · 1 ba · 540 ft² · Sold $493K · Feb 2025
- 549 N Warren Ave$57K2 bd · 1 ba · 800 ft² · Sold $493K · Feb 2025
- N Warren Ave0.12 ac · Sold $493K · Feb 2025
- 523 N Warren Ave$49K2 bd · 1 ba · 614 ft² · Sold $493K · Feb 2025
- 560 N Turner Ave$79K2 bd · 2.5 ba · 1,244 ft² · Sold $493K · Feb 2025
- 553 N Warren Ave$49K2 bd · 1 ba · 836 ft² · Sold $493K · Feb 2025
Assigned schools
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